Vat dye.



UNITED STATES PATENT OFFICE,

ARTHUR LUTTBINGHAUS, OF LonwIGsHAFnN oN-THE-nnrnn G RMANY, ASSI'GNOBQ TOBADISCHE ANILIN & SODA FABRIK, OF LUDWIGSHAFEN-ON THE-RHINE, GER- MANY,A conrozm rro'm To all whom it may concern:

I'IAUS, Ph. D., chemist, a subject of the King 'llltO its sodium salt,

of Prussia, residing at Ludwigshafen-onthe-Rhine, Germany, have inventednew and useful Improvements in Vat Dye, of which the following is aspecification.

l have discovereda new vat coloring matter of the anthraccne serieswhich can be obtained by condensing lhalogen-anthraquinon-Q-carbozsylicacid with para-chlor-anilin andthensubjecting the product so obtained toa further condensing action so that the elements of water are removedand ring formation takes place. The condensation can be effected, forinstance, by means of concentrated sulfuric acid, or thionyl chlorid, orphosphorus pentachlorid.

My new coloring matter can be obtained;

for example, as follows but iny inventionis of course not confined tothis example. The parts are by weight. lie-at together for fronttwo tothree'hours, at one hundred and sixty degrees eenti 'rade, five andfourfifths parts of l-ch or-anthraquinon-2-carboxylicacid, two andthrec-fifthstpartsof pa1ach lor-anilin, one-fifth part 0 copper powder,and from twenty-five to thirty parts of dimeth'yl-anilin. Then take uptheear min red melt with dilute hydrochloric acid and purify the4;'-chlor-1'anilido anthra' quinOn-Q-carboxylic acidby converting 1tisolating this and then re-converti-ng it .into the free acid. Then heatthe free acid-with ten times its weight of concentrated sulfuric acidfor one hour at from ninety to one hundred degrees centigrade, wherebythe greenish yellow solution gradually turns to an intense yellowishred. -Then pour the sulfuric acid solution into ice and water and VA'I"DYE.

1 ,002,066. I Specification u! Letters Patent.

No Drawing.

filter off and wash the coloring niatmr and purify it by extractionjwithboiling dilute sodium carbonate solution. The coloring mattercontainsclilorin and consists, when dry,- of a carrnin red powder which yields ared solution in hot amyl acetate, is insolublein siXty-Iiveper cent.sulfuric acid, but gives a reddish yellow solution in seventy per cent.sulfuric acid, and dyes cotton fro the vat bluish red shades.

Now what I claim is Thencw coloring matter of the anthracene seriesobtainable from l-halogen-anthraquinon-2-carb0xylic acid and para-chickanilin, which coloring matter is a monohloranthraquinon-acridon ofa'constitution corresponding to the formula contains chlorin andconsists, when dry, of

a oarlnin red powder which yields .a red solution in hot amyl acetate,is insoluble in sixty-five per cent. sulfuric" acid, but gives vPatented Au 29, 1911. Application iiled February 1 B, 1911. Serial No.609,342.

a reddish yellow solution in seventy, per

the vat bluish red shades. M in testimony whereof I have hereunto set myhand in the presence of two subscribing cent. sulfuric acid, and dyescotton from ARTHUR LUTTRINGHAUS. l/Vitnesses"; 4

J. Anne. LLOYD, A. O. TITTMANN.

